Article

Simultaneous quantification of the lipids phosphatidylcholine, 3-sn-phosphatidylethanolamine, sphingomyelin, and L-α-lysophosphatidylcholine extracted from the tissues of the invasive golden apple snail (Pomacea canaliculata) using UHPLC-ESI-MS/MS

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Abstract

Lipids such as phosphatidylcholine (PC), 3-sn phosphatidylethanolamine (PE), sphingomyelin (SM) and L-α-lysophosphatidylcholine (LPC) are the major components of biological membranes and play important roles in physiological functions. Here, PC, PE, SM, and LPC were extracted from golden apple snails (GAS, Pomacea canaliculata) and GAS flesh (GASF) using an ethanol/hexane sequential scheme and quantified simultaneously using ultra-high performance liquid chromatography-electrospray ionization-tandem mass spectrometry (UHPLC-ESI-MS/MS) to evaluate whether the GAS could be the source of the four lipids. Our results suggest that ethanol extracts contained the most crude lipids, and the yield of dry (evaporated) lipids were 3.45 g per 100 g fresh GASF and 1.82 g per 100 g of fresh GAS. Quantification of the lipids using UHPLC-ESI-MS/MS suggested that GAS contained PE, PC, SM and LPC, with SM being the most abundant lipid (after purification: 1.71 and 1.42 mg g−1 dry weight from 100 g of GASF and GAS, respectively). The method we used is cost-effective, and the recovery rates of ethanol and hexane ranged from 80−91% and 87−91% respectively. Overall, GAS and GASF are potential raw materials for lipids such as SM and PC extraction using the ethanol/hexane method. Comparatively, lipids extraction from the GAS is more effective and timesaving. Our finding would provide a way to utilize GAS and potentially control its invasion.

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... Established analytical technologies used to measure LPC are relatively complex, such as nuclear magnetic resonance (NMR) [14], matrix-assisted laser desorption and ionization time-of-flight mass spectrometry (MALDI-TOF MS) [15], high-performance liquid chromatography-mass spectrometry (HPLC-MS) [16], and ultra-high-performance liquid chromatography-electrospray ionization-tandem mass spectrometry (UHPLC-ESI-MS) [17]. These methods require expensive equipment, skilled technicians who can handle the equipment and analyze the data, complex processing procedures, and long analysis times. ...
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Lysophosphatidylcholine (LPC) can be used as a biomarker for diseases such as cancer, diabetes, atherosclerosis, and sepsis. In this study, we demonstrated the ability of nanozymes to displace the natural derived enzyme in enzyme-based assays for the measurement of LPC. Synthesized polyvinylpyrrolidone-stabilized platinum–ruthenium nanozymes (PVP/PtRu NZs) had a uniform size of 2.48 ± 0.24 nm and superb peroxidase-mimicking activity. We demonstrated that the nanozymes had high activity over a wide pH and temperature range and high stability after long-term storage. The LPC concentration could be accurately analyzed through the absorbance and fluorescence signals generated by the peroxidation reaction using the synthesized nanozyme with substrates such as 3,3′,5,5′-tetramethylbenzidine (TMB) and 10-acetyl-3,7-dihydroxyphenoxazine (Ampliflu™ Red). LPC at a concentration of 0–400 µM was used for the analysis, and the coefficient of determination (R2) was 0.977, and the limit of detection (LOD) was 23.1 µM by colorimetric assay. In the fluorometric assay, the R2 was 0.999, and the LOD was 8.97 µM. The spiked recovery values for the determination of LPC concentration in human serum samples were 102–115%. Based on these results, we declared that PVP/PtRu NZs had an ability comparable to that of the native enzyme horseradish peroxidase (HRP) in the enzyme-based LPC detection method.
... Golden apple snail acts as a very good source of membrane lipids such as phosphatidylcholine and sphingomyelin. These lipids can be extracted easily by using ethanol and hexane in a very cost-effective manner as 3.45 g per 100 g fresh golden apple snail flesh and 1.82 g per 100 g of fresh golden apple, and 1.71 and 1.42 mg g −1 dry weight from 100 g of golden apple snail flesh and golden apple snail, respectively, are produced (Wang et al. 2021). So, it opens a new window for the use of apple snails in biomedical and biotechnology implications. ...
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Microalgal lipids are of great interest for their potential as food and feed ingredients, nutraceutical and cosmetic components, and as source of energy. Glycerol-based lipids constitute even > 50% of the biomass of microalgae. How synthesis of these products takes place is still poorly explored, although remarkable differences with plants and among microalgal species have already emerged. These differences attain to both lipid class and fatty acyl composition, which could be modulated by specific growth conditions. Here we present a new method based on UHPLC coupled to high resolution tandem mass spectrometry for targeted analysis of the main lipid classes, i.e., glycolipids, phospholipids and triacylglycerols, applied to five marine microalgae exhibiting a great diversity in lipid composition. The LC/MS/MS approach is integrated with a recently proposed MTBE-based protocol for lipid extraction and the entire workflow is of general application to lipid profiling of cell extracts from different sources.
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Sphingolipids (SFs) represent a large class of lipids playing diverse functions in a vast number of physiological and pathological processes. Sphingomyelin (SM) is the most abundant SF in the cell, with ubiquitous distribution within mammalian tissues, and particularly high levels in the Central Nervous System (CNS). SM is an essential element of plasma membrane (PM) and its levels are crucial for the cell function. SM content in a cell is strictly regulated by the enzymes of SM metabolic pathways, which activities create a balance between SM synthesis and degradation. de novo synthesis via sphingomyelin synthases (SMSs) in the last step of the multi-stage process is the most important pathway of SM formation in a cell. The SM hydrolysis by sphingomyelinases (SMases) increases the concentration of ceramide (Cer), a bioactive molecule, which is involved in cellular proliferation, growth and apoptosis. By controlling the levels of SM and Cer, SMSs and SMases maintain cellular homeostasis. Enzymes of SM cycle exhibit unique properties and diverse tissue distribution. Disturbances in their activities were observed in many CNS pathologies. This review characterizes the physiological roles of SM and enzymes controlling SM levels as well as their involvement in selected pathologies of the Central Nervous System, such as ischemia/hypoxia, Alzheimer disease (AD), Parkinson disease (PD), depression, schizophrenia and Niemann Pick disease (NPD).
Article
Metaldehyde is a widely used molluscicide in countries where damage to crops from slugs and snails is a major problem associated with warm and wet winters. In the UK it is estimated that over 8% of the area covered by arable crops is treated with formulated granular bait pellets containing metaldehyde as the main active ingredient. Metaldehyde is hydrophilic (log Kow=0.12), water soluble (200mg·L(-1) at 17°C) and has been detected in UK surface waters in the concentration range of typically 0.2-0.6μg·L(-1) (maximum 2.7μg·L(-1)) during 2008-2011. In the absence of chronic data on potential hazards to non-target freshwater molluscs, a laboratory study was conducted to investigate the impact of metaldehyde on embryo development in the gastropod Lymnaea stagnalis (RENILYS strain) and using zinc as a positive control. L. stagnalis embryos were exposed to metaldehyde under semi-static conditions at 20±1°C and hatching success and growth (measured as shell height and intraocular distance) examined after 21d. Exposure concentrations were verified using HPLC and gave 21d (hatching)NOEC and (hatching)LOEC mean measured values of 36 and 116mgMET·L(-1), respectively (equal to the 21d (shell height)NOEC and (shell height)LOEC values). For basic research purposes, a second group of L. stagnalis embryos was co-exposed to metaldehyde and the pesticide synergist piperonyl butoxide (PBO). Co-exposure to the PBO (measured concentrations between 0.47-0.56mg·L(-1)) reduced hatching success from 100% to 47% and resulted in a 30% reduction in embryo growth (shell height) in snail embryos co-exposed to metaldehyde at 34-36mg·L(-1) over 21d. In conclusion, these data suggest mollusc embryos may have some metabolic detoxication capacity for metaldehyde and further work is warranted to explore this aspect in order to support the recent initiative to include molluscs in the OECD test guideline programme.
Article
Sphingolipids are a class of bioactive lipids, which are key modulators of an increasing number of physiologic and pathophysiologic processes that include cell cycle, apoptosis, angiogenesis, stress and inflammatory responses. Sphingomyelin is an important structural component of biological membranes, and one of the end-points in the synthesis of sphingolipids. Mainly synthetized in the Golgi apparatus, sphingomyelin is transported to all other biological membranes. Upon stimulation, sphingomyelin can be hydrolyzed to ceramide by 5 different sphingomyelinases. The diversity and cellular topology of ceramide allow it to exert multiple biologies. Furthermore, ceramide can be metabolized to many other bioactive sphingolipids. Ceramide, coming from sphingomyelin or other complex sphingolipids, can be hydrolyzed to sphingosine, which can easily change cellular localization. In turn, sphingosine can be recycled to ceramide and to sphingomyelin in the endoplasmic reticulum, completing the sphingomyelin cycle. Our understanding of the roles of various sphingolipids in the regulation of different cellular processes has come from studying the enzymes that regulate these sphingolipids, and their manipulation. The use of pharmacologic inhibitors has been critical for their study, as well as being promising bullets for disease treatment. Some of these diseases involving the sphingomyelin cycle include cancer, inflammation, atherosclerosis, diabetes and some rare diseases such as Niemann-Pick disease. This review will focus on the enzymes involved in the sphingomyelin cycle, their history, and their involvement in pathophysiological processes. Finally, it will describe in details all the small molecules that are being used to inhibit these enzymes and their use in therapeutics. Copyright © 2015. Published by Elsevier Ireland Ltd.
Article
The contents, groups, and classes of lipids from seeds of Matricaria matricarioides were established. The yields of neutral, glyco-, and phospholipids were 14.06%, 1.96, and 0.45, respectively. The compositions of ordinary and oxygenated fatty acids were determined by chemical, chromatographic, and spectral analyses. Acid 18:2 dominated ordinary fatty acids of all lipid classes. The principal identified oxygenated fatty acids were 9,10-epoxy-18:1(12), 12,13-epoxy-18:1(9), 9-hydroxy-18:2(10,12), and 13-hydroxy-18:2(9,11), which were most characteristic of the family Asteraceae.
Article
Asia has accounted for the vast majority of the world's rice and meat-duck production. In the integrated rice–duck farming (IRDF) system, ducklings are released into rice paddies in order to maximize the use of renewable resources in a closed-cycle flow of nutrients during rice vegetation periods. Rice–duck farming used to be widely adopted in tropical and subtropical eastern Asian countries, but has remained unpopular in the wake of prevailing agricultural productivism characterized by specialization, intensification, mechanization and excessive dependence on agrochemicals. This paper sets out institutional pathways that can redevelop IRDF in Asia. These include organic food certification systems, organic farmers' cooperatives, community-wide organic farming, localized technical extension and educational services, and between-farm rice–duck integration. A comprehensive package of these institutional tools would further expedite the expansion of IRDF particularly in low-income Southeast Asia where the rice or duck farming landscape is overwhelmingly dominated by smallholders.
Article
The freshwater apple snail Pomacea canaliculata was introduced to Taiwan then to mainland China in the early 1980s from Argentina, its native region, for the purpose of aquaculture. Because of the lack of natural enemies and its tolerance of a wide range of environmental conditions, both its abundance and distribution have dramatically increased and it has become a harmful species to local agriculture and other native species in many areas of China. Unfortunately, the snail also acts as an intermediate host of Angiostrongylus cantonensis, and has been implicated in transfer of the parasite to people, resulting in angiostrongyliasis manifested as eosinophilic meningitis. Efforts to prevent its further spread and population expansion were initiated many years ago, including the use of chemicals and biological control agents to control the snail.
Article
Penaeus monodon stocked in ponds at 8000/ha were fed four types of farm-made feeds starting on day 16 of a 4-month culture period. The feeds were golden apple snail alone or in combination with cooked cassava or maize, or maize only. Mixed feeds resulted in significantly higher production, growth, and better size-frequency distribution of shrimp. Survival (88–99%) was not significantly different among the treatments. Maize alone or snails alone were inadequate. Presumably, the high amount of carbohydrate in cassava (92%) or maize (87%) provided the needed energy, and the high protein content of golden snail (54%) was available for growth. The fatty acid profile of the golden snail shows that it is a good source of 18:2n-6, 18:3n-3, and 20:5n-3 which are essential fatty acids for P. monodon. The golden snail, with an essential amino acid index (EAAI) of 0.84, is a useful alternative source of protein for tiger shrimp. Feeding shrimps with golden snails and cassava yielded the highest net income (P48797/ha-crop) and return on investment (ROI = 206%) better than feeding with maize alone (net income = P23190/ha-crop; ROI = 120%), an industry practice. If shrimp farmers use golden snails as direct feed or as a feed ingredient, the problem of snail infestation in ricefields may be reduced. Snails will no longer be viewed as pests but rather as a resource which has economic value.
Article
The composition of lipids and fatty acids from the red alga Gracilaria verrucosa, for which a high content of 20:4n-6 acid is typical, was studied. The principal lipids were digalactosyldiacylglycerides, phosphatidylcholines (PC), monogalactosyldiacylglyderides (MGDG), and sulfoquinovosyldiacylglycerides, the fraction of each was approximately the same. Sphingophospholipids, inositephosphoceramides, were identified among the polar lipids. Each lipid class differed in the ratio of fatty acids (FA). The FA of all glycerolipids contained 20:4n-6 acid but its concentration was greatest in MGDG and PC, 67.2% and 56.5% of the acid mass.
Article
Solea senegalensis is an unusual marine teleost as it has very low dietary requirement for long-chain polyunsaturated fatty acids (LC-PUFA) during early development. Aquaculture is rapidly becoming the main source of health-beneficial fish products for human consumption. This, associated with limited supply of LC-PUFA-rich ingredients for fish feeds, render S. senegalensis a highly interesting species in which to study the LC-PUFA biosynthesis pathway. We have cloned and functionally characterized fatty acyl desaturase and elongase cDNAs corresponding to Δ4fad (with some Δ5 activity for the n-3 series) and elovl5 with the potential to catalyze docosahexaenoic acid (DHA) biosynthesis from eicosapentaenoic acid (EPA). Changes in expression of both transcripts were determined during embryonic and early larval development, and transcriptional regulation in response to higher or lower dietary n-3 LC-PUFA was assessed during larval and post-larval stages. There was a marked pattern of regulation during early ontogenesis, with both transcripts showing peak expression coinciding with the start of exogenous feeding. Although elovl5 transcripts were present in fertilized eggs, Δ4fad only appeared at hatching. However, eggs have high proportions of DHA (~20%) and high DHA/EPA ratio (~11) to meet the high demands for early embryonic development. The fatty acid profile of larvae after the start of exogenous feeding closely reflected dietary composition. Nonetheless, Δ4fad was significantly up-regulated in response to LC-PUFA-poor diets, which may suggest biological relevance of this pathway in reducing LC-PUFA dietary requirements in this species, compared to other marine teleosts. These results indicate that sole is capable of synthesizing DHA from EPA through a Sprecher-independent pathway.
Article
Mass spectrometry-based strategies for the quantification of low-abundance putative protein biomarkers in human blood currently require extensive sample fractionation steps which hamper their implementation in a routine and robust way across clinical laboratories. We demonstrate that a technique using MS(3) reconstructed chromatograms on a signature of secondary ions issued from a trapped primary product ion, termed multiple reaction monitoring cubed (MRM(3)), enables targeting protein biomarkers in the low nanogram/milliliter range in nondepleted human serum. The simple two-step workflow is based on a trypsin proteolysis of whole serum (100 microL) followed by enrichment of targeted proteotypic peptides on a solid phase extraction column using mixed-cation exchange resin. MRM(3)'s fidelity of peak detection extends the dynamic range and limit of quantitation (LOQ) of protein biomarkers to the low nanogram/milliliter range, corresponding to a concentration that is 10(6)-fold lower than the concentration of the most abundant proteins in serum. The power of the MRM(3) method is illustrated by the assay of prostate specific antigen in nondepleted human sera of patients. The results correlate well with the established method for determining PSA levels in serum, i.e., enzyme-linked immunosorbent assay (ELISA) tests.
Article
Liposome drug delivery systems are being developed for a variety of drugs. Scale-up process to larger size batches is often a monumental task for the process development scientists. This article reviews various aspects of process development work pertinent to aseptic process techniques for liposomes. This article also has discussed the bilayer properties of liposomes and showed the nomenclature used to classify the liposomes. Discussed is the pH gradient method to load liposomes. Issues and challenges involved in prolonging the shelf-life of liposomes is presented. This review covered the importance of complete removal of organic solvent that is used in the process. Finally the authors presented an HPLC method for quick identification and assay of various phospholipids in a mixture of phospholipids.
Article
High conversions in lipase-catalyzed syntheses of esters from free acyl donors and an alcohol requires efficient removal of water preferentially at temperatures compatible to enzyme activity. Using a lipase B from Candida antarctica (CAL-B)-mediated synthesis of sugar fatty-acid esters, we show that a mixture of ethyl methylketone (EMK) and hexane (best ratio: 4:1, vo/vo) allows efficient removal of water generated during esterification. Azeotropic distillation of the solvent mixture (composition: 26% EMK, 55% hexane, 19% water) takes place at 59 degrees C, which closely matches the optimum temperature reported for CAL-B. Water is then removed from the azeotrope by membrane vapor permeation. In case of glucose stearate, 93% yield was achieved after 48 h using an equimolar ratio of glucose and stearic acid. CAL-B could be reused for seven reaction cycles, with 86% residual activity after 14 d total reaction time at 59 degrees C. A decrease in fatty-acid chain length as well as increasing temperatures (75 degrees C) resulted in lower conversions. In addition, immobilization of CAL-B on a magnetic polypropylene carrier (EP 100) facilitated separation of the biocatalyst.
Article
Lipid decomposition studies in frozen fish have led to the development of a simple and rapid method for the extraction and purification of lipids from biological materials. The entire procedure can be carried out in approximately 10 minutes; it is efficient, reproducible, and free from deleterious manipulations. The wet tissue is homogenized with a mixture of chloroform and methanol in such proportions that a miscible system is formed with the water in the tissue. Dilution with chloroform and water separates the homogenate into two layers, the chloroform layer containing all the lipids and the methanolic layer containing all the non-lipids. A purified lipid extract is obtained merely by isolating the chloroform layer. The method has been applied to fish muscle and may easily be adapted to use with other tissues.Lipid decomposition studies in frozen fish have led to the development of a simple and rapid method for the extraction and purification of lipids from biological materials. The entire procedure can be carried out in approximately 10 minutes; it is efficient, reproducible, and free from deleterious manipulations. The wet tissue is homogenized with a mixture of chloroform and methanol in such proportions that a miscible system is formed with the water in the tissue. Dilution with chloroform and water separates the homogenate into two layers, the chloroform layer containing all the lipids and the methanolic layer containing all the non-lipids. A purified lipid extract is obtained merely by isolating the chloroform layer. The method has been applied to fish muscle and may easily be adapted to use with other tissues.
Article
A novel LC-ESI-MS method for the simultaneous determination of four of the most significant estrogenic compounds naturally occurring in beer, 8-prenylnaringenin (8-PN), zearalenone (ZON), alpha-zearalenol (alpha-ZOL) and beta-zearalenol (beta-ZOL) which requires minimal sample preparation was developed using a chemometric approach. Experimental design was applied to assess the effects of the LC-ESI-MS parameters (mobile phase flow rate, drying gas flow, nebuliser pressure and capillary potential) on the obtained signal and to optimize the values in order to provide maximum sensitivity and detectability. The proposed method is simple, consisting only of degassing the beer and diluting with water (1:1, v/v) before injection. Comparison between the two internal standards used, zearalanone (ZAN) and 4,2'-dihydroxychalcone (4,2'-DHC), showed that ZAN performs better as internal standard not only for the mycotoxins but for 8-PN as well, giving lower % RSDs. Under inter-day conditions mean recoveries were 107% for ZON, 87.8% for alpha-ZOL, 72.8% for beta-ZOL, and 77.5% for 8-PN. The corresponding % RSDs ranged between 5.0 and 8.0. The method limits of detection were 1.3, 1.4, 1.0 and 0.8 ng mL(-1) for ZON, alpha-ZOL, beta-ZOL and 8-PN, respectively. The method was applied to 15 beer samples obtained from local supermarkets and the concentration of the phytoestrogen 8-PN in beer ranged between <0.8 and 38.6 ng mL(-1), while neither ZON nor its metabolites, alpha-ZOL and beta-ZOL, were detected.
Global invasive species database (2019) Species profile: Pomacea canaliculata
  • G I S Database
Database, G. I. S. (2019). Global invasive species database (2019) Species profile: Pomacea canaliculata. Downloaded from http://www.iucngisd.org/gisd/species. php?sc=135.
Apple snails as animal feed
  • V Heuzé
  • G Tran
  • R Joshi
  • R Cowie
  • L Sebastian
Heuzé, V., Tran, G., Joshi, R., Cowie, R., & Sebastian, L. (2017). Apple snails as animal feed.
Susceptibility of different varieties of Pomacea canaliculata to Angiostrongylus cantonensis in South China
  • Q Zeng
  • Z Sun
  • B Zhang
  • D Peng
  • Z Qu
  • X Yang
  • Z Wu
  • X Zhan
  • A He
Zeng, Q., Sun, Z., Zhang, B., Peng, D., Qu, Z., Yang, X., Wu, Z., Zhan, X., & He, A. (2011). Susceptibility of different varieties of Pomacea canaliculata to Angiostrongylus cantonensis in South China. Chinese Journal of Zoonoses, 27(7), 625-633 (in Chinese).
Susceptibility of different varieties of Pomacea canaliculata to Angiostrongylus cantonensis in South China
  • Zeng